COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING (ELECTRON WITHDRAWING GROUPS)
    8.
    发明申请
    COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING (ELECTRON WITHDRAWING GROUPS) 审中-公开
    通过氧化偶联(电子取出基团)后处理的氢化偶氮化合物的偶联异构化合物

    公开(公告)号:US20140221664A1

    公开(公告)日:2014-08-07

    申请号:US14237437

    申请日:2012-08-09

    Abstract: The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having HAr—Z-Har tricyclic cores, wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Z is a bridging radical, such as S, Sc, NR5, C(O), C(O)C(O), Si(R5)2, SO, SO2, PR5, BR5, C(R5)2 or P(O)R5 and both HAr are covalently bound to one another. The synthetic methods employ a “Base-Catalyzed Halogen Dance” reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials. Acyl compounds can be prepared. Heteroarylene substituents can be used. The core tricyclic core can be coupled to itself. The Z group also can be strong electron-withdrawing groups such as C═C(CN)2 or [C═C(CN)2]2. Organic electronic devices can be made including field-effect transistors. Formula (II).

    Abstract translation: 本文公开和描述的发明涉及用于制备具有HAr-Z-Har三环核心的多种化合物的新的和有效的通用方法,其中HAr是任选取代的五或六元杂芳基环,Hal是卤素,Z 1 (O),C(O)C(O),Si(R5)2,SO,SO2,PR5,BR5,C(R5)2或P(O) )R5和两个HAr彼此共价结合。 合成方法采用“碱催化卤素舞”反应来制备包含五元或六元杂芳基环的包含卤素原子的金属化合物,然后氧化偶联反应性中间体化合物。 包含具有式(II)的重复单元的式(II)化合物和/或低聚物或聚合物可用于制备半导体材料和/或包括这些材料的电子器件。 酰基化合物可以制备。 可以使用异亚芳基取代基。 核心三环芯可以与其自身耦合。 Z基团也可以是强吸电子基团,例如C = C(CN)2或[C = C(CN)2] 2。 可以制造有机电子器件,包括场效晶体管。 式(II)。

    METHOD OF MAKING COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING
    9.
    发明申请
    METHOD OF MAKING COUPLED HETEROARYL COMPOUNDS VIA REARRANGEMENT OF HALOGENATED HETEROAROMATICS FOLLOWED BY OXIDATIVE COUPLING 审中-公开
    通过氧化偶联后重排氢化异构体制备偶联异构体化合物的方法

    公开(公告)号:US20130102785A1

    公开(公告)日:2013-04-25

    申请号:US13578238

    申请日:2011-02-09

    Abstract: The inventions disclosed and described herein relate to new and efficient generic methods for making a wide variety of compounds having Formulas (I) and (II) as shown below (Formulas (I) and (II)) wherein HAr is an optionally substituted five or six membered heteroaryl ring, and Hal is a halogen, and Y is a bridging radical, such as S, Se, NR5C(O), C(O)C(O), Si(R5)2, SO, SO2, PR5, BR5, C(R5)2 or P(O)R5. The synthetic methods employ a “Base-Catalyzed Halogen Dance” reaction to prepare a metallated compound comprising a five or six membered heteroaryl ring comprising a halogen atom, and then oxidatively coupling the reactive intermediate compound. The compounds of Formula (II) and/or oligomer or polymers comprising repeat units having Formula (II) can be useful for making semi-conducting materials, and/or electronic devices comprising those materials.

    Abstract translation: 本文公开和描述的发明涉及用于制备具有如下所示的式(I)和(II)的各种化合物的新的和有效的通用方法(式(I)和(II)),其中HAr是任选取代的五或 六元杂芳环,Hal为卤素,Y为桥连基团,如S,Se,NR5C(O),C(O)C(O),Si(R5)2,SO,SO2, BR5,C(R5)2或P(O)R5。 合成方法采用“碱催化卤素舞”反应来制备包含五元或六元杂芳基环的包含卤素原子的金属化合物,然后氧化偶联反应性中间体化合物。 包含具有式(II)的重复单元的式(II)化合物和/或低聚物或聚合物可用于制备半导体材料和/或包括这些材料的电子器件。

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